18277-02-6

Upstream product

• 4282-40-0 1-Iodoheptane 
• 629-27-6 1-Iodooctane 
• 629-05-0 n-octyne 
• 3248-78-0 trioctylborane 
• 124-13-0 Octanal 
• 17049-49-9 octylmagnesium bromide 
• 50543-72-1 trioctyl-oct-1-ynyl-borate^(1-); lithium salt 
• 111-83-1 1-bromo-octane 
• 111-64-8 n-octanoic acid chloride 
• 111-66-0 oct-1-ene 
• 64531-26-6 1-chloro-1-octyne 
• 81438-46-2 1-iodooct-1-yne 
• 38761-67-0 1-bromo-1-octyne 
• 103687-22-5 ((CH₃)3C₆H₂)2BCHLiC₇H₁₅ 

Downstream Products

• 19781-83-0 8-hexadecanol 

Relevant academic research and scientific papers

Cycloalkanones. 8. Hypocholesterolemic activity of long chain ketones related to pentadecanone

Aliphatic analogs of 2,8 dibenzylcyclooctanone which included C15-C18 ketones have been investigated for hypocholesterolemic activity in rats. The position of the carbonyl group in the chain for maximum activity appears to be the 2 position. 2 Hexadecanone reduced serum cholesterol levels significantly without altering serum triglyceride levels. This drug was not estrogenic at effective doses which is in contrast to the cyclooctanones which possess this activity.

Removal of α-Hydroxy Group of Acyloins and Their Derivatives with Vanadium(II)-THF Complex

α-Hydroxy ketones (acyloins) and their acetate or mesylate derivatives were reduced to the corresponding ketones in good yields by treatment with 2 complex prepared in situ from VCl3(THF)3 and zinc.

Stereodivergent synthesis of alkenes by controllable syn-/anti-fragmentation of β-hydroxysulfonyl intermediates

The reduction of the carbonyl group in acylated trifluoroethyl alkanesulfonates follows the Felkin-Ahn selectivity, and the so-formed diastereomeric β-hydroxysulfonyl intermediates undergo syn- and anti-fragmentation, depending on the reaction conditions. In effect, isomeric E- and Z-alkenes are formed in a stereodivergent manner, which mimics the mechanistic manifold of the Peterson olefination.

IONIZABLE CATIONIC LIPID FOR RNA DELIVERY

What is described is a compound of formula I consisting of a compound in which R1 is a branched chain alkyl consisting of 10 to 31 carbons; R2 is a linear alkyl, alkenyl, or alkynyl consisting of 2 to 20 carbons; L1 and L2 are the same or different, each a linear alkylene of 1 to 20 carbons or a linear alkenylene of 2 to 20 carbons; X1 is S or O; R3 is a linear or branched alkylene consisting of 1 to 6 carbons; and R4 and R5 are the same or different, each a hydrogen or a linear or branched alkyl consisting of 1 to 6 carbons; or a pharmaceutically acceptable salt thereof.

IONIZABLE CATIONIC LIPID FOR RNA DELIVERY

What is described is a compound of formula I consisting of a compound in which R1 is a branched chain alkyl consisting of 10 to 31 carbons;R2 is a linear alkyl, alkenyl, or alkynyl consisting of 2 to 20 carbons, or a branched chain alkyl consisting of 10 to 31 carbons;L1 and L2 are the same or different, each a linear alkane of 1 to 20 carbons or a linear alkene of 2 to 20 carbons;X1 is S or O;R3 is a linear or branched alkylene consisting of 1 to 6 carbons; andR4 and R5 are the same or different, each a hydrogen or a linear or branched alkyl consisting of 1 to 6 carbons; or a pharmaceutically acceptable salt thereof.

Practical one-pot preparation of ketones from aryl and alkyl bromides with aldehydes and DIH via Grignard reagents

Various diaryl ketones, alkyl aryl ketones, and dialkyl ketones were efficiently prepared in good yields by the reactions of the Grignard reagents derived from aryl or alkyl bromides, followed by the reactions with aromatic or aliphatic aldehydes and the subsequent treatment with 1,3-diiodo-5,5- dimethylhydantoin and K2CO3, in a one-pot method. The same treatment of aromatic bromides bearing electron-withdrawing groups, such as ester, nitrile, ketone, and nitro groups with i-PrMgCl·LiCl or PhMgCl instead of Mg, also provided the corresponding diaryl and alkyl aryl ketones in good yields. The above methods are simple and practical transition-metal-free methods for the preparation of various diaryl ketones and alkyl aryl ketones bearing electron-rich aromatic groups and electron-deficient aromatic groups, as well as dialkyl ketones.

Hindered organoboron groups in organic chemistry. 24. The condensation of aliphatic aldehydes with dimesitylboron stabilised carbanions to give ketones

The condensation of boron stabilised carbanions, MeS2BCHLiR1, (R1≠H) with aliphatic aldehydes, R2CHO, followed by treatment with trifluoroacetic anhydride (TFAA) or N-chlorosuccinimide (NCS) is an unique, broadly applicable redox process that yields ketones, R1CH2COR2, directly and in high yields. The anion MeS2BCH2Li (MeS2BCHLiR1, R1=H) gives high yields of alkenes, R2CH=CH2 in the same conditions.

HINDERED ORGANOBORON GROUPS IN ORGANIC SYNTHESIS. 13. THE DIRECT PRODUCTION OF KETONES FROM ALIPHATIC ALDEHYDES BY A UNIQUE VARIANT OF THE BORON-WITTIG REACTION

In the presence of trifluoroacetic anhydride or N-chlorosuccinimide, aliphatic aldehydes react with dimesitylboron stabilised carbanions to give after work up, the corresponding ketones, a process wich is unique among Wittig type reactions.Yields of ketones are satisfactory in all cases except those involving the anion derived from the parent compound dimesitylmethylborane, wich give the corresponding alkenes.

Vinylic Organoboranes. 6. A General Synthesis of (E)-Disubstituted Alkenes or Ketones via the (E)-(1-Substituted-1-alkenyl)boronic Esters

Development of a general stereospecific synthesis of (E)-disubstituted alkenes utilizing a variety of hydroborating agents such as monohaloborane, thexylborane, thexylchloroborane, and dibromoborane is discussed.Hydroboration of 1-halo-1-alkynes with dial